<i>S</i>-<i>o</i>-(<i>p</i>-Methoxyphenylethynyl)benzyl (SMPEB) Glycosides for Catalytic Glycosylation and Their Application in the Synthesis of <i>Polyporus Umbellatus</i> Polysaccharides
Jincai Wang, Xinguang Lan, Shuangshuang Zhang, Chenglin Cai, Qi Zhang, Yingle Feng, Yonghai Chai
Abstract
We herein reported a new type of S - o -( p -methoxyphenylethynyl)benzyl donor for a highly efficient glycosylation method. The donor was activated by 10% Tf 2 O and underwent glycosylation with various acceptors to provide the corresponding glycosides in excellent yield. Furthermore, two repetitive fragments of Polyporus umbellatus polysaccharides (PUPs), isolated from traditional Chinese medicine “ Polyporus umbellatus ”, were prepared by combining the “single-catalyst one-pot” and “latent-active” strategies for the first time for future clear studies on the structure–activity relationship of PUPs.
Topics & Concepts
GlycosylationChemistryGlycosideYield (engineering)CatalysisPolyporusPolysaccharideStereochemistryCombinatorial chemistryOrganic chemistryBiochemistryMetallurgyMaterials scienceCarbohydrate Chemistry and SynthesisGlycosylation and Glycoproteins ResearchPolysaccharides and Plant Cell Walls